Hydrochloric Acid → HCID 178524777, compound

HRID 1458635Notes

Reaction equation

HRID 1458635 reaction equation
[OH:1][C:2]1[N:7]=[C:6]([C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10])[C:5]([C:15]([O:17]CC)=[O:16])=[CH:4][N:3]=1.[OH-].[Na+].Cl>CCO.O>[OH:1][C:2]1[N:7]=[C:6]([C:8]([F:14])([F:13])[C:9]([F:10])([F:11])[F:12])[C:5]([C:15]([OH:17])=[O:16])=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469854HCID 178469854, compound

Product 1

HCID 178524777HCID 178524777, compoundYield 98.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of ethyl 2-hydroxy-4-pentafluoroethylpyrimidine-5-carboxylate (4.0 g, 13 mmol) and NaOH (1.60 g, 39 mmol) in EtOH (20 mL) and H2O (45 mL) was heated at reflux for 1 h. The solution was cooled and acidified (conc. HCl). The resulting solid was filtered and dried to provide 2-hydroxy-4-pentafluoroethylpyrimidine-5-carboxylic acid (3.3 g, 98% yield); 1H NMR (DMSO-d6) δ 9.90 (bs, 1H), 8.43 (s, 1H).

Workup

  1. temperatureat reflux for 1 h
  2. temperatureThe solution was cooled
  3. filtrationThe resulting solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-4a3b73ae9ec647af9105c2a7437298a1
Source dataset
uspto-grants-1998_12
Patent number
US05852028

Reaction notes

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